That sounds a lot like me. I always resisted getting my hair cut by my grandma would incessantly needle me and tease me util I did it just to get her to leave me alone, because if she didn't have any luck at first, she would make some kind of public issue about it and get my uncle in on it.
I was so embarrassed back then, but I wonder what she or everyone else would have done if I called her bluff on some of the teasing over her dressing me like a girl. I wonder, but I know now that I never could have. I would have died on the spot. As it is, I never actually came out to anyone I knew before other than my sister and it didn't really faze her. Her response when she caught me fully dressed up and all the first time when I didn't try to hide or cover it up was something along the lines of "Okay." But aside from her, the important members of my family died off ending with my grandmother, and the not-so-important members I lost contact with. With Grandma around, they saw little reason to keep touch and so the family (cousins and such) drifted apart. The only thing that kept me from fully coming out was I got kind of desperate to keep what friends I had at the time. I never came out to them, but I got really good at kind of muting my feminine fashions and such, so that I dressed more unisex than anything and I didn't bother with makeup. Still, they would have had to been blind not to actually notice. Still, they never confronted me about it and I certainly wasn't going to bring it up until I just couldn't stand it any more. Eventually my little circle of friends kind of parted ways due mostly to real life pulling everyone apart. Which kind of brings me to where I am now, which is having gradually lost everyone but my sister, I'm not really scared of being myself now.
Or rather trying to be and looking like some bizarre, twisted, mockery of such. Blah. Hate my body.
Sorry, I went way off on a tangent there, talking about my past. I am going to try some of the experimenting you mentioned CJ, thanks. Hopefully it will help, though I may not get a chance before beginning of next week. OMG... "JewFro"! that's what you call that style? I had two different friends that had that too! One of them I just called Woolly the other I just didn't know what to call it.
I', currently waiting to hear back from the counselor, or whatever he his title is, that I speak and who was going to recommend me for the Psychiatric evaluation to start HRT. The waiting anxiety is eating me up. But so far I got a good response from the doctor and the counselor I was seeing about depression before.